Originally Posted by
guv1976
Wirelessly posted (BlackBerry: BlackBerry8530/5.0.0.1030 Profile/MIDP-2.1 Configuration/CLDC-1.1 VendorID/417)
For this particular route, I would expect Mileage Plus to be the winner. Just check award availability at united.com. UA and its partners should offer several one-stop options from either BOS or YUL; whether there will be award-seat availability for your desired date of travel is another matter.
Any surcharge-free routings using AA miles would require at least two connections.
While this is true, 1-stop IB route BOS-MAD-VIE is an option and would include a reasonable surcharge (~$300 round trip).